Compare Villas, Resorts, & Rentals in Chesterton, Indiana, USA
About Casai's Private Villas and Holiday Rentals in Chesterton
Discover more than 51 vacation rentals available in Chesterton. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Chesterton.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Chesterton, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Chesterton. On average, places to stay near Chesterton offer 1268.16 ft², with nightly prices averaging US $251.
With Casai, finding and comparing holiday rentals in Chesterton is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in Chesterton, IN
Frequently Asked Questions About Chesterton?
What are the top holiday rentals in Chesterton?
- Porter Beach Vacation Getway! Lake Michigan Beachside Home - Newly Remodeled
- Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!
- Charming Beach Front Cottages at Duneland Rentals.
- Chesterton Charmer: Lower Unit
- Charming Chesterton Home: w/Idyllic Location!
- INDIANA DUNES/LAKE MICHIGAN/DOWNTOWN CHESTERTON
- Cozy Retreat w/Hot tub Indiana dunes Beaches Trails
- That 70’s Loft- Peace, Love and a Funky Stay!
- Chesterton Charmer: Upper Unit
- 3-bedroom house in delightful Chesterton
How many Casai.com holiday rentals are available in Chesterton?
As of 2026, Casai boasts over 51 properties listed in the Chesterton area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Chesterton.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Porter Beach Vacation Rentals in Chesterton, Indiana | 31 |
